5 Bedroom homes for sale & real estate in St. James, NY

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ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Lovingly penned “The Treehouse” on Sachem Hill, this spectacular architect-designed, custom post-and-beam home was built with the goal of becoming one with nature. A striking architectural retreat where clean lines, dramatic transparency, and uninterrupted forest views create a one of a kind living environment, it is ideal for buyers seeking a modern, gallery-like space that prioritizes design, serenity, and natural beauty. Sitting quietly and serenely at the top of a hill beneath a canopy of mature oak and beech trees, there is truly no other home like it. Completely renovated since its original 1968 construction by the current owner/artist, leaving nothing to do except move in

$999,999

5 beds3.5 baths2,800 sq ft

270 Sachem Hill Pl, Saint James, NY 11780

1.12 acre lot • Built 1968 • Listed 4 days

Listing by Daniel Gale Sothebys Intl Rlty

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Stunning 5BR/3BA Luxury Colonial on 2 Sprawling Acres Welcome to this exceptional home set on two beautifully landscaped acres located at the end of a cul-de-sac in the coveted Head of the Harbor neighborhood. Offering breathtaking views and unmatched privacy, this classic colonial seamlessly blends old-world charm with modern amenities. Inside, you’ll find an updated gourmet kitchen featuring granite countertops and premium hardwood floors that flow throughout the home. The spacious layout includes five bedrooms and three full bathrooms, perfect for both everyday living and entertaining. Step outside to your own private oasis, complete with an inground pool ideal for summer relaxati

$1,499,000

5 beds2.5 baths2,753 sq ft

12 Briarwood Ct, Saint James, NY 11780

Gourmet kitchen • Inground pool • Granite countertops

Listing by Signature Premier Properties

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
BACK ON MARKET AS OF 11/18 - ALL BINDERS ARE OFF, DEAL FELL THROUGH - HOME IS 100% AVAILABLE ! Welcome to 23 Bacon Road - The Best Value in the coveted Head of the Harbor ! This Elegant & Expansive Ranch-Style home is nestled on 2.38 beautifully landscaped acres in the heart of Head of the Harbor. Built in 1960 & designed by renowned builder Yablonski - This home offers over 5,300 square feet of exquisite living space, This one-of-a-kind gem features a first floor master bedroom, generous room sizes, a sun-drenched sun room and fully finished basement, perfect for entertaining or extended family. Each of the five oversized bedrooms offers comfort and privacy, with ample closet

$1,399,999

5 beds5 baths5,393 sq ft

23 Bacon Rd, Saint James, NY 11780

Oversized bedrooms • Ample closet space • Mature trees

Listing by Signature Premier Properties

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Contract submitted for final approval. All-Cash, Once-in-a-Lifetime Opportunity Adjacent to the Head of the Harbor at the very top of Saint James. Step into an extraordinary chance to secure a home in one of the area’s most exclusive enclaves—just 42 distinguished residences where privacy, prestige, and potential come together. Perfectly positioned near Stony Brook Hospital, this expansive 3,400 sq. ft. estate on a full acre offers unmatched possibilities for discerning nurses, doctors, executives, or anyone seeking to create their ultimate dream retreat. This grand 5-bedroom, 3.5-bath residence features a full basement with soaring 9-foot ceilings, an oversized 2-car garage, an

$804,000

5 beds4 baths3,200 sq ft

6 Cedarfield Ter, Saint James, NY 11780

1 acre lot • 2 garage spots • Built 1984

Listing by HomeSmart Premier Living Rlty

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Welcome To Refined Living In The Highly Sought-After Hamlet Estates At Saint James, A Prestigious Gated Community Offering Country-Club Amenities, 24-Hour Security, And A Lifestyle Of Ease And Elegance. This Beautifully Maintained Colonial Residence Features 5 Bedrooms, 4 Baths, And A Gracious Layout Ideal For Entertaining And Everyday Comfort. Formal Two-Story Great Room With Fireplace, Dining Room, Office, Gourmet Chef's Kitchen And Den. The Primary Suite Offers A Spa-Inspired Bath And A Generous Walk-In Closet, With Additional Bedrooms Providing Flexibility For Family And Guests. This Residence Also Features An Elegant Entry Foyer With A Sweeping Staircase, High Ceilings, Ample Storage,

$1,499,000

5 beds3.5 baths4,960 sq ft

35 Monterrey Dr, Saint James, NY 11780

Gated community • 24-hour security • Spa-inspired bath

Listing by Compass Greater NY LLC

Property at 41 Stillwater Rd, Saint James, NY 11780, 5 beds, 4.5 baths

$5,295,000

5 beds4.5 baths6,524 sq ft

41 Stillwater Rd, Saint James, NY 11780

Listing by Brown Harris Stevens W Hampton

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ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Welcome home to this beautifully expanded High Ranch featuring 5 spacious bedrooms and 3 full bathrooms. This meticulously maintained residence showcases gleaming hardwood floors, custom woodwork, and a thoughtfully designed layout perfect for extended family or entertaining. Step outside to your private backyard oasis with a sparkling in-ground pool surrounded by lush, professionally landscaped grounds—ideal for relaxing or hosting gatherings. Inside and out, this home reflects true pride of ownership, with every detail carefully maintained and enhanced. Move-in ready and waiting for its next chapter—don’t miss the opportunity to own this exceptional property!

$829,000

5 beds3 baths3,376 sq ft

21 Forest Rd, Kings Park, NY 11754

0.27 acre lot • 2 garage spots • Pool

Listing by Daniel Gale Sothebys Intl Rlty

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Accomplished Hampton’s Builder to create this To-Be-Built, 5 Bedroom, 3.5 Bath, Post Modern Beauty with luxurious, stunning detail and finishes throughout! Full Energy Star Rated Home! Plenty of time to customize with your desired preferences as well. You will be captivated by the moment you enter this Residence by the thoughtful and creative design and craftsmanship both inside and out! The exterior of the home will feature Cedar impression vinyl siding, requiring little to no maintenance, but exuding timeless beauty and style, perfectly complimenting the Architectural shingled roof. The home will also feature Andersen Black casement windows, as well as an Andersen 8 foot rear sli

$1,300,000

5 beds3.5 baths3,125 sq ft

1247 Stony Brook Rd, Lake Grove, NY 11755

Full basement • 0.24 acre lot • 2 garage spots

Listing by Douglas Elliman Real Estate

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Accomplished Hampton’s Builder to create this To-Be-Built, 5 Bedroom, 3.5 Bath, Post Modern Beauty with luxurious, stunning detail and finishes throughout! Full Energy Star Rated Home! Plenty of time to customize with your desired preferences as well. You will be captivated by the moment you enter this Residence by the thoughtful and creative design and craftsmanship both inside and out! The exterior of the home will feature Cedar impression vinyl siding, requiring little to no maintenance, but exuding timeless beauty and style, perfectly complimenting the Architectural shingled roof. The home will also feature Andersen Black casement windows, as well as an Andersen 8 foot rear slidin

$1,300,000

5 beds3.5 baths3,125 sq ft

22 Arlington Ter, Lake Grove, NY 11755

0.25 acre lot • 2 garage spots • Built 2026

Listing by Douglas Elliman Real Estate

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
Welcome Home To Comfort And Style In The Heart Of Nesconset! Step Inside This Beautifully Updated 5-Bedroom, 3.5-Bath Splanch Style Home Located In The Highly Sought-After Smithtown School District. Offering Nearly 2,900+ Sq. Ft. Of Bright And Welcoming Living Space, This Home Perfectly Blends Modern Updates With Warmth And Everyday Comfort. The Main Level Features An Open And Airy Layout With A Stunning Eat-In Kitchen, A Formal Dining Room, And A Spacious Family Room Complete With A Cozy Wood-Burning Fireplace. Perfect For Relaxing Nights In Or Entertaining Family And Friends. A Standout Feature Of This Home Is The Converted Garage (With C/O For Living Space), Now Serving As A Private Prim

$849,000

5 beds3.5 baths2,900 sq ft

155 Alexander Ave, Nesconset, NY 11767

Deck patio fish pond • 0.24 acre lot • 4 parking spots

Listing by HouseQuest Residential R E Inc

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
This home has so much and more!!! Large, landscaped property, 5 bedrooms and 3 full baths-only 3 years old! Huge rooms, High ceilings, gas heat, upgraded kitchen appliances, fireplace in the family room for cozy nights. walk-in closets, laundry room with gas dryer. Full basement with outside entrance. Full attic for storage. So many wonderful features-too many to mention, come and take a look, a real must see.

$1,149,000

5 beds3 baths2,500 sq ft

60 Parsnip Pond Rd, Lake Grove, NY 11755

0.49 acre lot • 2 garage spots • Built 2023

Listing by Call Murf Real Estate Co Inc

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in St. James, NY
New Construction, Colonial Home for Sale – Luxury Living on a Private Cul-de-Sac! Welcome to your dream home! Located in an exclusive 4-lot subdivision on a private cul-de-sac, this stunning new construction Colonial-style residence offers an ideal blend of modern elegance, high-end finishes, and energy efficiency. With 5 bedrooms and 3 full bathrooms, including an optional first-floor bedroom or office with full bath access, this home is perfect for multi-generational living or flexible work-from-home needs Interior Features, Gourmet Eat-in Kitchen featuring Designer kitchen cabinetry Center island with seating Quartz countertops $5,000 appliance package Living Room with soaring vau

$1,249,990

5 beds3 baths3,150 sq ft

4 Lotto Ct, Lake Grove, NY 11755

0.57 acre lot • 2 garage spots • Built 2025

Listing by Coldwell Banker American Homes

Property at 679A Meadow Rd, Smithtown, NY 11787, 5 beds, 3 baths

$699,000

5 beds3 baths2,169 sq ft

679A Meadow Rd, Smithtown, NY 11787

Listing by HomeSmart Dynamic Realty

Property at 308 Browns Rd, Nesconset, NY 11767, 5 beds, 3 baths

$749,000

5 beds3 baths2,400 sq ft

308 Browns Rd, Nesconset, NY 11767

Listing by Douglas Elliman Real Estate

Property at 26 Brewster Hill Rd, East Setauket, NY 11733, 5 beds, 3 baths

$999,999

5 beds3 baths2,700 sq ft

26 Brewster Hill Rd, East Setauket, NY 11733

Listing by Coldwell Banker American Homes

Property at 24 Hawkins Rd, Stony Brook, NY 11790, 5 beds, 4.5 baths

$999,988

5 beds4.5 baths— sq ft

24 Hawkins Rd, Stony Brook, NY 11790

Listing by Realty Connect USA L I Inc

Property at 48 River Heights Dr, Smithtown, NY 11787, 5 beds, 3.5 baths

$1,864,000

5 beds3.5 baths4,800 sq ft

48 River Heights Dr, Smithtown, NY 11787

Listing by ListWithFreedom.Com

Property at 38 Cedar St, Stony Brook, NY 11790, 5 beds, 3.5 baths

$1,500,000

5 beds3.5 baths4,091 sq ft

38 Cedar St, Stony Brook, NY 11790

Listing by Daniel Gale Sothebys Intl Rlty

Property at 2475 Nesconset Hwy, Lake Grove, NY 11755, 5 beds, 2 baths

$650,000

5 beds2 baths— sq ft

2475 Nesconset Hwy, Lake Grove, NY 11755

Listing by Modern Realty and Management

Property at 40 Friendly Rd, Smithtown, NY 11787, 5 beds, 3.5 baths

$1,675,000

5 beds3.5 baths2,700 sq ft

40 Friendly Rd, Smithtown, NY 11787

Listing by Stonegate Real Estate

Property at 592 Landing Ave, Smithtown, NY 11787, 5 beds, 2.5 baths

$1,195,000

5 beds2.5 baths4,000 sq ft

592 Landing Ave, Smithtown, NY 11787

Listing by Daniel Gale Sothebys Intl Rlty

Property at 6 Settlers Way, Setauket, NY 11733, 5 beds, 3.5 baths

$995,000

5 beds3.5 baths3,700 sq ft

6 Settlers Way, Setauket, NY 11733

Listing by Douglas Elliman Real Estate

Property at 16 Wildwood Ln, Smithtown, NY 11787, 5 beds, 3 baths

$850,000

5 beds3 baths2,204 sq ft

16 Wildwood Ln, Smithtown, NY 11787

Listing by Winzone Realty Inc

Property at 23 Forest Rd, Kings Park, NY 11754, 5 beds, 5 baths

$1,195,000

5 beds5 baths4,748 sq ft

23 Forest Rd, Kings Park, NY 11754

Listing by BERKSHIRE HATHAWAY

Property at 105 Browns Rd, Nesconset, NY 11767, 5 beds, 3 baths

$799,999

5 beds3 baths2,345 sq ft

105 Browns Rd, Nesconset, NY 11767

Listing by Douglas Elliman Real Estate

Property at 7 Old Field Rd, Setauket, NY 11733, 5 beds, 4.5 baths

$1,288,888

5 beds4.5 baths3,000 sq ft

7 Old Field Rd, Setauket, NY 11733

Listing by Hickey & Smith REALTORS

Based on information submitted to the MLS GRID as of Sun Nov 30 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in St. James

There are currently 6 5 bedroom homes in St. James. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in St. James stay on the market for 38 days and receive 3 offers. Popular neighborhoods include Fairfield at St James Condominiums, and Long Island. This map is refreshed with the newest listings in St. James every 15 minutes.

In the past month, 13 homes have been sold in St. James. In addition to houses in St. James, there were also 8 condos, 0 townhouses, and 1 multi-family unit for sale in St. James last month. Find your dream home in St. James using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in St. James are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in St. James. Our St. James real estate stats and trends will give you more information about home buying and selling trends in St. James. If you're looking to sell your home in the St. James area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in St. James with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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